Chem 332 Exam I 2 - Chem 332 Exam I NAME FIRST 2 LETTERS OF...

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Chem 332 Exam I 2/19/2008 NAME:_______________________________________ FIRST 2 LETTERS OF LAST NAME PART I reactions and nomenclature 1. Draw the following compounds given the specific or generic name. (16) parabenzoquinone diazonium salt enol methyl phenyl ether For the following give the missing component. If there is more than one significant product write both. (55) 2. N N HSO 4 Br 1 OF 8
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3. NO 2 F NaOCH 3 4. Br CH 3 O Na 5. CH 3 N NaOCH 3 N HSO 4 6. CH 3 N CuCl N HSO 4 2 OF 8
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7. N N HSO 4 KI Br 8. F F F F F F 1mole 1mole NaOCH 3 CH 3 OH, 65° C 9. H 3 C Br excess KNH 2 NH 3 , cold temp 10. O heat 11. enolization 12. N N Cl HBF 4 Br heat PART II reaction mechanisms 13. Illustrate the flow of the electrons in the Claisen rearrangement starting with the normal allyl-aryl ether as seen in the problem in Part I.(8) 3 OF 8
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14. In question 9 above you should have had 2 isomeric answers. These products form from an intermediate compound. A. Show how this intermediate compound is formed under the given reaction conditions. B. What is the name given to this type of compound? C. Show mechanistically how the 2 isomeric products are formed from the intermediate compound (16) A. Show formation of intermediate compound B. Name C. show how the isomeric products are formed from the intermediate 15. One of the following compounds is good for reactions with a basic nucleophile like NaOCH
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